27 Whippoorwill Rd E, Armonk, NY 10504
Property image
Property image
OFF MARKET

$1,513,400

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 4,500 sqft (on 1.11 acres)

27 Whippoorwill Rd E, Armonk, NY 10504

Est. Refi. Payment $9,660/mo*
Refinance Your Home
Currently Off Market - Sold Mar 24, 2017 for $720,000

Home Value

Trulia Estimate
$1.51M
Since last month
Decreased$41K (-2.6%)
Since last year
Increased$211K (+16.2%)
Since last sale
Increased$793K (+110.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +110% in the last 10 years
MonthEstimated value
2026
August 2026$1.51M
July 2026$1.55M
June 2026$1.5M
May 2026$1.47M
April 2026$1.43M
March 2026$1.41M
February 2026$1.38M
January 2026$1.38M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
43 Whippoorwill Road E, Armonk, NY
0.18
Single-Family Home
$1,440,000
10/16/25
3
2.5
2,223
8 Raven Court, Armonk, NY
0.19
Single-Family Home
$1,798,399
09/02/25
4
3.5
3,134
25 Hopkins Lane, Armonk, NY
0.13
Single-Family Home
$1,650,000
06/26/26
4
3.5
3,308
26 Agnew Farm Road, Armonk, NY
0.11
Single-Family Home
$1,650,000
07/01/26
3
3.5
3,072
30 Agnew Farm Road, Armonk, NY
0.13
Single-Family Home
$1,305,000
11/18/25
3
2.5
2,300
16 Annadale Street, Armonk, NY
0.15
Single-Family Home
$880,000
12/10/25
3
1.5
1,475
7 Caruso Place, Armonk, NY
0.24
Single-Family Home
$1,462,000
04/24/26
3
3.5
3,080
6 Holly Knolls, Armonk, NY
0.27
Single-Family Home
$1,329,000
04/30/26
3
3.5
2,913
4 Birdsall Farm Drive, Armonk, NY
0.32
Single-Family Home
$1,500,000
11/24/25
3
2.5
2,715
22 Birdsall Farm Drive, Armonk, NY
0.36
Single-Family Home
$1,852,600
06/08/26
3
3.5
4,033

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
31 Whippoorwill Road E, Armonk, NY 10504
0.03
$1,609,100
4
3
2,718
Off Market
27 Annadale Street, Armonk, NY 10504
0.11
$1,033,900
4
4
2,953
Off Market
34 Whippoorwill Road E, Armonk, NY 10504
0.13
$977,200
3
2
1,950
Off Market
20 Agnew Farm Road, Armonk, NY 10504
0.06
$1,395,600
3
2.5
2,329
Off Market
20 Whippoorwill Road E, Armonk, NY 10504
0.10
$425,000
Studio
1
500
For Sale
20 Whippoorwill Road E #2A, Armonk, NY 10504
0.10
$626,100
1
1.5
1,483
Off Market
20 Whippoorwill Road E #2B, Armonk, NY 10504
0.10
$558,000
1
1
966
Off Market
26 Annadale Street, Armonk, NY 10504
0.14
$855,700
3
2
1,643
Off Market
24 Agnew Farm Road, Armonk, NY 10504
0.10
$1,586,900
4
3.5
3,605
Off Market
26 Agnew Farm Road, Armonk, NY 10504
0.11
$1,650,000
3
3.5
3,072
Recently Sold
16 Annadale Street, Armonk, NY 10504
0.15
$880,000
3
1.5
1,475
Recently Sold
25 Orchard Drive, Armonk, NY 10504
0.16
$1,957,400
5
4
3,680
Off Market

Local Information

  • Map ViewExplore the area around 27 Whippoorwill Rd E.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1965
Lot Size
1.11 acres
Living Area
4,500 sqft
Price/Sqft
$336
Parking
Garage

About this House

Fully renovated/new home on 1.11 acre flat property within walking distance of downtown Armonk's shops and restaurants. Completely new 200 amp electric , new wiring, plumbing and. HVAC and low voltage throughout the home. High end kitchen, skylights in dining area with sliding glass doors to deck. 575 Sqft 2 car garage with mud room. The quick 39-min express train ride to GCT from North White Plains makes New York City an easy commute.
27 Whippoorwill Rd E, Armonk, NY 10504 is a 4 bedroom, 1 bathroom, 4,500 sqft single-family home built in 1965. It last sold for $720,000 on Mar 24, 2017. More recently, it was listed as a rental in September 2014 with an asking price of $3,950 per month. That rental listing was removed on November 4, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,513,400, with a rent estimate of $4,640/month.

Home Details for 27 Whippoorwill Rd E

Interior Features

Interior Details
BasementAtticNumber of Rooms: 12Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, Propane ButaneAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: Asphalt, OtherDeckLawn
Parking & Garage
GarageParking: Off Street, Garage

Property Information

Year Built
Year Built: 1965Year Updated: 2019
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 1.11 acres

Price and Tax history

DateEventPrice
Mar 24, 2017
Source: OneKey® MLS as distributed by MLS GRID #H4644999
Sold
$720,000
Dec 9, 2016
Source: Agent Provided
Pending
$750,000
Oct 15, 2016
Source: Agent Provided
PriceChange
$750,000
Price increased by 3%
May 9, 2016
Source: Agent Provided
PriceChange
$729,000
Price decreased by 4%
Apr 20, 2016
Source: Agent Provided
Listed For Sale
$760,000

Market trends in Armonk

Last updated July 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
19
6MoM

Around this home

What Locals Say about Armonk

At least 52 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 90 % Say it's quiet

  • 83 % Say parking is easy

  • 83 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 82 % Say there's wildlife

  • 74 % Say they plan to stay for at least 5 years

  • 70 % Say people would walk alone at night

  • 63 % Say there's holiday spirit

  • 50 % Say neighbors are friendly

  • 47 % Say kids play outside

  • 36 % Say streets are well-lit

  • 36 % Say there are community events

  • 34 % Say it's walkable to restaurants

  • 33 % Say it's walkable to grocery stores

  • 25 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Josette
    "Great schools, community activities for families, friendly neighbors, woodsy atmosphere yet close to shopping and restaurants"
    0
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  • yulia.pak
    "Love it! It’s my home and we are very happy here. Armonk has a cute town center, well maintained roads and infrastructure."
    0
    Flag
  • Sdtflstn
    "Almost everyone in my neighborhood has a dog. We walk our dogs all the time. Everyone seems to pick up after their dogs."
    0
    Flag
  • Vdmjonjam
    "Lots of folks walking their dog in a very friendly community..especially in the large park with walking paths, pond and gazebo..."
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  • Vdmjonjam
    "Great schools with academic focus...opportunity to participate in sports groups like baseball ... family oriented "
    0
    Flag
  • Mgawlowska
    "My family lives here, so l have visited them pretty often. It is a beat place for summer time, very safe "
    10
    Flag
  • Ethan M.
    "Schools here are very good. Neighbors do their own thing for the most part because houses are pretty far apart"
    3
    Flag
  • C R. C.
    "One of the most posh area to live in. Most residents are intellectuals who are committed to their children and education. Schools are excellent."
    0
    Flag
  • Katherine C.
    "I am a homeowner in the Byram HIlls School District and have lived in Armonk for over 15 years. My children attend school here and we all enjoy the many outdoor amenities that are close by, such as the Westmoreland Sanctuary and the Butler Preserve. Both have wonderful walking trails and nature programs. We enjoy the brand new Town Center of Armonk, with a beautiful grocery store and many new shops and businesses. It has made walking in the downtown Armonk area a pleasure; from the newly renovated library, the recently rebuilt restaurants and Marianni's Garden shop and cafe; all are within an easy stroll from the Main Street. In the near future, we will be welcoming a CVS within the town center, to fill the need for pharmacy and sundry needs. Armonk is an easy 40-50 minute commute to NYC. Armonk is a great place to live!"
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LGBTQ Local Legal Protections

Frequently asked questions about 27 Whippoorwill Rd E

  • What is 27 Whippoorwill Rd E estimated to be worth?
    Trulia's estimated value for 27 Whippoorwill Rd E in Armonk, NY is $1,513,400.
  • What is the price history for 27 Whippoorwill Rd E?
    27 Whippoorwill Rd E in Armonk, NY last sold for $720,000 in March 2017.
  • What do residents say about Armonk?
    Residents describe Armonk, NY as quiet, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Armonk, NY.
  • What are the closest schools to 27 Whippoorwill Rd E?
    The closest schools to 27 Whippoorwill Rd E in Armonk, NY are Byram Hills High School (rated 9/10), Coman Hill School (Elementary), H C Crittenden Middle School (rated 9/10).
  • Does 27 Whippoorwill Rd E have air conditioning?
    Yes, 27 Whippoorwill Rd E in Armonk, NY has air conditioning.
  • Does 27 Whippoorwill Rd E have laundry facilities?
    Yes, 27 Whippoorwill Rd E in Armonk, NY has in-unit laundry.

Explore by feature - Pet Friendly

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8 rentals with air conditioning in Armonk, NY

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6 rentals with a washer/dryer in Armonk, NY

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